Palladium-catalyzed cascade allylation/carbopalladation/cross coupling: A novel three-component reaction for the synthesis of 3,3-disubstituted-2,3- dihydrobenzofurans

Magali Szlosek-Pinaud; Philippe Diaz; Jean Martinez; Frédéric Lamaty

doi:10.1016/j.tetlet.2003.09.169

Palladium-catalyzed cascade allylation/carbopalladation/cross coupling: A novel three-component reaction for the synthesis of 3,3-disubstituted-2,3- dihydrobenzofurans

Magali Szlosek-Pinaud
, Philippe Diaz
, Jean Martinez
, Frédéric Lamaty

CNRS

Research output: Contribution to journal › Article › peer-review

42 Scopus citations

Abstract

A novel one-pot palladium-catalyzed cascade between 2-iodophenol, methyl bromomethylacrylate and an arylboronic acid provides an efficient access to heterocycles possessing the 3,3-disubstituted-2,3-dihydrobenzofuran skeleton via allylation/carbopalladation/Suzuki cross-coupling.

Original language	English
Pages (from-to)	8657-8659
Number of pages	3
Journal	Tetrahedron Letters
Volume	44
Issue number	48
DOIs	https://doi.org/10.1016/j.tetlet.2003.09.169
State	Published - Nov 24 2003

Funding

We thank Galderma S.A. (Sophia-Antipolis) and the CNRS for financial support.

Keywords

Catalysis
Cyclization
Multicomponent reactions
Oxygen heterocycles
Palladium

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10.1016/j.tetlet.2003.09.169

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title = "Palladium-catalyzed cascade allylation/carbopalladation/cross coupling: A novel three-component reaction for the synthesis of 3,3-disubstituted-2,3- dihydrobenzofurans",

abstract = "A novel one-pot palladium-catalyzed cascade between 2-iodophenol, methyl bromomethylacrylate and an arylboronic acid provides an efficient access to heterocycles possessing the 3,3-disubstituted-2,3-dihydrobenzofuran skeleton via allylation/carbopalladation/Suzuki cross-coupling.",

keywords = "Catalysis, Cyclization, Multicomponent reactions, Oxygen heterocycles, Palladium",

author = "Magali Szlosek-Pinaud and Philippe Diaz and Jean Martinez and Fr{\'e}d{\'e}ric Lamaty",

note = "Funding Information: We thank Galderma S.A. (Sophia-Antipolis) and the CNRS for financial support. ",

year = "2003",

month = nov,

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doi = "10.1016/j.tetlet.2003.09.169",

language = "English",

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TY - JOUR

T1 - Palladium-catalyzed cascade allylation/carbopalladation/cross coupling

T2 - A novel three-component reaction for the synthesis of 3,3-disubstituted-2,3- dihydrobenzofurans

AU - Szlosek-Pinaud, Magali

AU - Diaz, Philippe

AU - Martinez, Jean

AU - Lamaty, Frédéric

N1 - Funding Information: We thank Galderma S.A. (Sophia-Antipolis) and the CNRS for financial support.

PY - 2003/11/24

Y1 - 2003/11/24

N2 - A novel one-pot palladium-catalyzed cascade between 2-iodophenol, methyl bromomethylacrylate and an arylboronic acid provides an efficient access to heterocycles possessing the 3,3-disubstituted-2,3-dihydrobenzofuran skeleton via allylation/carbopalladation/Suzuki cross-coupling.

AB - A novel one-pot palladium-catalyzed cascade between 2-iodophenol, methyl bromomethylacrylate and an arylboronic acid provides an efficient access to heterocycles possessing the 3,3-disubstituted-2,3-dihydrobenzofuran skeleton via allylation/carbopalladation/Suzuki cross-coupling.

KW - Catalysis

KW - Cyclization

KW - Multicomponent reactions

KW - Oxygen heterocycles

KW - Palladium

UR - https://www.scopus.com/pages/publications/0142247132

U2 - 10.1016/j.tetlet.2003.09.169

DO - 10.1016/j.tetlet.2003.09.169

M3 - Article

AN - SCOPUS:0142247132

SN - 0040-4039

VL - 44

SP - 8657

EP - 8659

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 48

ER -

Palladium-catalyzed cascade allylation/carbopalladation/cross coupling: A novel three-component reaction for the synthesis of 3,3-disubstituted-2,3- dihydrobenzofurans

Abstract

Funding

Keywords

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